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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:29:58 UTC

Update Date

2022-03-07 02:52:08 UTC

HMDB ID

HMDB0029364

Secondary Accession Numbers

HMDB29364

Metabolite Identification

Common Name

7-Acetoxy-2-methylisoflavone

Description

7-Acetoxy-2-methylisoflavone belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom. Thus, 7-acetoxy-2-methylisoflavone is considered to be a flavonoid. Based on a literature review a significant number of articles have been published on 7-Acetoxy-2-methylisoflavone.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0029364
     RDKit          3D
7-Acetoxy-2-methylisoflavone
 36 38  0  0  0  0  0  0  0  0999 V2000
    6.9564    0.6480   -0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5080    0.5254    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9520    1.3352    0.9611 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6869   -0.4552   -0.3773 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3400   -0.5514   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788   -1.3160    1.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5447   -1.3666    1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6508   -0.6708    0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861   -0.7716    0.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1158   -1.4643    1.7761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5738   -0.0639    0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9785   -0.1466    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5446    0.6116    1.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8883    0.5132    1.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6937   -0.3604    0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1240   -1.1283   -0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7720   -1.0210   -0.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0988    0.7013   -1.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0986    1.4470   -1.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1981    0.7500   -1.2811 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0801    0.1114   -0.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414    0.1498   -0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0365    1.3919   -0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5599    0.9070    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2811   -0.3516   -0.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6405   -1.8489    1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2137   -1.9729    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9283    1.3123    1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2986    1.1450    2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7388   -0.3878    1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7597   -1.8028   -0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3999   -1.6578   -1.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900    0.7926   -2.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5941    1.9418   -2.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5455    2.2843   -1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7601    0.7699   -1.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22  5  1  0
 21  8  1  0
 17 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  7 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
 19 34  1  0
 19 35  1  0
 22 36  1  0
M  END

  Mrv0541 02241218532D          

 22 24  0  0  0  0            999 V2000
    1.4433   -0.2059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7008    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417   -1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008   -1.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008    0.2059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7008    1.0308    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433    2.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1859    2.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8458    2.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8458    1.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1859    1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4433    1.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7008    1.0308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0417    1.4433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0408    2.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033   -1.4433    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1033   -2.2683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8458   -2.6808    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4433   -2.6808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 16  1  0  0  0  0
  3  4  2  0  0  0  0
  3  8  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6 19  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 17  1  0  0  0  0
 10 11  1  0  0  0  0
 10 15  2  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029364

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)OC1=CC=C2C(=O)C(=C(C)OC2=C1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H14O4/c1-11-17(13-6-4-3-5-7-13)18(20)15-9-8-14(22-12(2)19)10-16(15)21-11/h3-10H,1-2H3

> <INCHI_KEY>
DPIAJERHFDBLPT-UHFFFAOYSA-N

> <FORMULA>
C18H14O4

> <MOLECULAR_WEIGHT>
294.3014

> <EXACT_MASS>
294.089208936

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
31.366685098649697

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-4-oxo-3-phenyl-4H-chromen-7-yl acetate

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
3.1469020390000004

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-5.352820389165702

> <JCHEM_POLAR_SURFACE_AREA>
52.6

> <JCHEM_REFRACTIVITY>
82.69170000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.46e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-4-oxo-3-phenylchromen-7-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029364
     RDKit          3D
7-Acetoxy-2-methylisoflavone
 36 38  0  0  0  0  0  0  0  0999 V2000
    6.9564    0.6480   -0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5080    0.5254    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9520    1.3352    0.9611 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6869   -0.4552   -0.3773 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3400   -0.5514   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788   -1.3160    1.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5447   -1.3666    1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6508   -0.6708    0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861   -0.7716    0.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1158   -1.4643    1.7761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5738   -0.0639    0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9785   -0.1466    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5446    0.6116    1.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8883    0.5132    1.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6937   -0.3604    0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1240   -1.1283   -0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7720   -1.0210   -0.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0988    0.7013   -1.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0986    1.4470   -1.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1981    0.7500   -1.2811 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0801    0.1114   -0.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414    0.1498   -0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0365    1.3919   -0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5599    0.9070    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2811   -0.3516   -0.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6405   -1.8489    1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2137   -1.9729    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9283    1.3123    1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2986    1.1450    2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7388   -0.3878    1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7597   -1.8028   -0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3999   -1.6578   -1.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900    0.7926   -2.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5941    1.9418   -2.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5455    2.2843   -1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7601    0.7699   -1.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22  5  1  0
 21  8  1  0
 17 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  7 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
 19 34  1  0
 19 35  1  0
 22 36  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       2.694  -0.384   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       1.308   0.384   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.078  -0.384   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.078  -1.924   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.308  -2.694   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.694  -1.924   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.694  -0.384   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.308   0.384   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.308   1.924   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       2.694   4.234   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.080   5.004   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.312   4.234   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.312   2.694   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.080   1.924   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.694   2.694   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.308   1.924   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.078   2.694   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.076   4.234   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -3.926  -2.694   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      -3.926  -4.234   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.312  -5.004   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -2.694  -5.004   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   16                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   19                                                  
CONECT    7    6    8                                                       
CONECT    8    3    7    9                                                  
CONECT    9    8   17                                                       
CONECT   10   11   15                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   10   14   16                                                  
CONECT   16    2   15   17                                                  
CONECT   17    9   16   18                                                  
CONECT   18   17                                                            
CONECT   19    6   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0029364
HETATM    1  C1  UNL     1       6.956   0.648  -0.173  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.508   0.525   0.157  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.952   1.335   0.961  1.00  0.00           O  
HETATM    4  O2  UNL     1       4.687  -0.455  -0.377  1.00  0.00           O  
HETATM    5  C3  UNL     1       3.340  -0.551  -0.057  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.879  -1.316   1.000  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.545  -1.367   1.260  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.651  -0.671   0.491  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.686  -0.772   0.817  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.116  -1.464   1.776  1.00  0.00           O  
HETATM   11  C8  UNL     1      -1.574  -0.064   0.031  1.00  0.00           C  
HETATM   12  C9  UNL     1      -2.978  -0.147   0.344  1.00  0.00           C  
HETATM   13  C10 UNL     1      -3.545   0.612   1.323  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.888   0.513   1.602  1.00  0.00           C  
HETATM   15  C12 UNL     1      -5.694  -0.360   0.891  1.00  0.00           C  
HETATM   16  C13 UNL     1      -5.124  -1.128  -0.100  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.772  -1.021  -0.372  1.00  0.00           C  
HETATM   18  C15 UNL     1      -1.099   0.701  -1.028  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.099   1.447  -1.847  1.00  0.00           C  
HETATM   20  O4  UNL     1       0.198   0.750  -1.281  1.00  0.00           O  
HETATM   21  C17 UNL     1       1.080   0.111  -0.584  1.00  0.00           C  
HETATM   22  C18 UNL     1       2.441   0.150  -0.833  1.00  0.00           C  
HETATM   23  H1  UNL     1       7.037   1.392  -0.981  1.00  0.00           H  
HETATM   24  H2  UNL     1       7.560   0.907   0.716  1.00  0.00           H  
HETATM   25  H3  UNL     1       7.281  -0.352  -0.521  1.00  0.00           H  
HETATM   26  H4  UNL     1       3.640  -1.849   1.578  1.00  0.00           H  
HETATM   27  H5  UNL     1       1.214  -1.973   2.093  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.928   1.312   1.902  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.299   1.145   2.401  1.00  0.00           H  
HETATM   30  H8  UNL     1      -6.739  -0.388   1.160  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.760  -1.803  -0.646  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.400  -1.658  -1.166  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.890   0.793  -2.255  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.594   1.942  -2.690  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.545   2.284  -1.235  1.00  0.00           H  
HETATM   36  H14 UNL     1       2.760   0.770  -1.682  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6    6   22
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9   21
CONECT    9   10   10   11
CONECT   11   12   18   18
CONECT   12   13   13   17
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   16   30
CONECT   16   17   17   31
CONECT   17   32
CONECT   18   19   20
CONECT   19   33   34   35
CONECT   20   21
CONECT   21   22   22
CONECT   22   36
END

HMDB0029364
     RDKit          3D
7-Acetoxy-2-methylisoflavone
 36 38  0  0  0  0  0  0  0  0999 V2000
    6.9564    0.6480   -0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5080    0.5254    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9520    1.3352    0.9611 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6869   -0.4552   -0.3773 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3400   -0.5514   -0.0566 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8788   -1.3160    1.0001 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5447   -1.3666    1.2604 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6508   -0.6708    0.4908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6861   -0.7716    0.8169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1158   -1.4643    1.7761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5738   -0.0639    0.0311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9785   -0.1466    0.3436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5446    0.6116    1.3233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8883    0.5132    1.6020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6937   -0.3604    0.8907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1240   -1.1283   -0.1005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7720   -1.0210   -0.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0988    0.7013   -1.0284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0986    1.4470   -1.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1981    0.7500   -1.2811 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0801    0.1114   -0.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4414    0.1498   -0.8327 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0365    1.3919   -0.9812 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5599    0.9070    0.7160 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2811   -0.3516   -0.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6405   -1.8489    1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2137   -1.9729    2.0932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9283    1.3123    1.9020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2986    1.1450    2.4006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7388   -0.3878    1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7597   -1.8028   -0.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3999   -1.6578   -1.1655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900    0.7926   -2.2547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5941    1.9418   -2.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5455    2.2843   -1.2349 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7601    0.7699   -1.6817 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 11 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  2  0
 22  5  1  0
 21  8  1  0
 17 12  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  6 26  1  0
  7 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 19 33  1  0
 19 34  1  0
 19 35  1  0
 22 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Acetyloxy-2-methylisoflavone	HMDB
2-Methyl-4-oxo-3-phenyl-4H-chromen-7-yl acetic acid	HMDB

Chemical Formula

C₁₈H₁₄O₄

Average Molecular Weight

294.3014

Monoisotopic Molecular Weight

294.089208936

IUPAC Name

2-methyl-4-oxo-3-phenyl-4H-chromen-7-yl acetate

Traditional Name

2-methyl-4-oxo-3-phenylchromen-7-yl acetate

CAS Registry Number

3211-63-0

SMILES

CC(=O)OC1=CC=C2C(=O)C(=C(C)OC2=C1)C1=CC=CC=C1

InChI Identifier

InChI=1S/C18H14O4/c1-11-17(13-6-4-3-5-7-13)18(20)15-9-8-14(22-12(2)19)10-16(15)21-11/h3-10H,1-2H3

InChI Key

DPIAJERHFDBLPT-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as isoflavones. These are polycyclic compounds containing a 2-isoflavene skeleton which bears a ketone group at the C4 carbon atom.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Isoflavonoids

Sub Class

Isoflav-2-enes

Direct Parent

Isoflavones

Alternative Parents

Substituents

Isoflavone
Chromone
Benzopyran
1-benzopyran
Pyranone
Monocyclic benzene moiety
Benzenoid
Pyran
Heteroaromatic compound
Carboxylic acid ester
Monocarboxylic acid or derivatives
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Isoflavonoids (LMPK12050003 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029364)
Cell membrane (HMDB: HMDB0029364)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029364)

Source

Endogenous

Endogenous (HMDB: HMDB0029364)

Plant

Plant (HMDB: HMDB0029364)

Exogenous

Food

Food (HMDB: HMDB0029364)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0029364)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	161 - 162 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	10.08 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.015 g/L	ALOGPS
logP	3.66	ALOGPS
logP	3.15	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Basic)	-5.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	52.6 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	82.69 m³·mol⁻¹	ChemAxon
Polarizability	31.37 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	168.394	31661259
DarkChem	[M-H]-	168.491	31661259
DeepCCS	[M+H]+	167.578	30932474
DeepCCS	[M-H]-	165.22	30932474
DeepCCS	[M-2H]-	199.144	30932474
DeepCCS	[M+Na]+	174.371	30932474
AllCCS	[M+H]+	168.0	32859911
AllCCS	[M+H-H2O]+	164.3	32859911
AllCCS	[M+NH4]+	171.4	32859911
AllCCS	[M+Na]+	172.4	32859911
AllCCS	[M-H]-	171.8	32859911
AllCCS	[M+Na-2H]-	171.0	32859911
AllCCS	[M+HCOO]-	170.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Acetoxy-2-methylisoflavone	CC(=O)OC1=CC=C2C(=O)C(=C(C)OC2=C1)C1=CC=CC=C1	3434.3	Standard polar	33892256
7-Acetoxy-2-methylisoflavone	CC(=O)OC1=CC=C2C(=O)C(=C(C)OC2=C1)C1=CC=CC=C1	2527.6	Standard non polar	33892256
7-Acetoxy-2-methylisoflavone	CC(=O)OC1=CC=C2C(=O)C(=C(C)OC2=C1)C1=CC=CC=C1	2547.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Acetoxy-2-methylisoflavone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ukc-3290000000-cde3c76604c83cf15d9f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Acetoxy-2-methylisoflavone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Acetoxy-2-methylisoflavone LC-ESI-qTof , Positive-QTOF	splash10-0a4i-0920000000-9810dd2efd44fc5de4bf	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 7-Acetoxy-2-methylisoflavone , positive-QTOF	splash10-0udi-0590000000-2651d13d8d3edb7b5d77	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-2-methylisoflavone 10V, Positive-QTOF	splash10-0002-0090000000-a3d205d74774a30a30c4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-2-methylisoflavone 20V, Positive-QTOF	splash10-0f79-0090000000-93d0fbbf084b4f7d4cf2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-2-methylisoflavone 40V, Positive-QTOF	splash10-000i-2390000000-2af87ce45db83a0c1649	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-2-methylisoflavone 10V, Negative-QTOF	splash10-0f6x-0090000000-4b583d71842dab485ba5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-2-methylisoflavone 20V, Negative-QTOF	splash10-0udl-2090000000-a2b91749764c05c4920a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-2-methylisoflavone 40V, Negative-QTOF	splash10-0pc3-5490000000-45c9b8d486bb7c489291	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-2-methylisoflavone 10V, Positive-QTOF	splash10-0f6t-0090000000-c6dec02e65e314652bbd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-2-methylisoflavone 20V, Positive-QTOF	splash10-0udi-0090000000-0a7eeca7932bd3be095a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-2-methylisoflavone 40V, Positive-QTOF	splash10-0fbl-2970000000-28566bd6b5820dbca050	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-2-methylisoflavone 10V, Negative-QTOF	splash10-0f6x-0090000000-bdcda4984d521efe0364	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-2-methylisoflavone 20V, Negative-QTOF	splash10-0udl-0090000000-4ebf4034df5c1f038fb9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 7-Acetoxy-2-methylisoflavone 40V, Negative-QTOF	splash10-0ap3-0940000000-a9955a8508665e111f72	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB000431

KNApSAcK ID

C00009395

Chemspider ID

235753

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

268208

PDB ID

Not Available

ChEBI ID

486616

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1808781

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 7-Acetoxy-2-methylisoflavone (HMDB0029364)

MOL for HMDB0029364 (7-Acetoxy-2-methylisoflavone)

3D MOL for HMDB0029364 (7-Acetoxy-2-methylisoflavone)

3D SDF for HMDB0029364 (7-Acetoxy-2-methylisoflavone)

3D-SDF for HMDB0029364 (7-Acetoxy-2-methylisoflavone)

PDB for HMDB0029364 (7-Acetoxy-2-methylisoflavone)

3D PDB for HMDB0029364 (7-Acetoxy-2-methylisoflavone)

SMILES for HMDB0029364 (7-Acetoxy-2-methylisoflavone)

INCHI for HMDB0029364 (7-Acetoxy-2-methylisoflavone)

Structure for HMDB0029364 (7-Acetoxy-2-methylisoflavone)

3D Structure for HMDB0029364 (7-Acetoxy-2-methylisoflavone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra